HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butyryl chloride → (+)-2-(4-(3-Butyryloxy-4,4,4-trifluoro-1-butenyl)phenyl)-5-decyloxypyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butyryl chloride | HCID 8855 | — |
| Reactant | (-)-2-(4-(3-Hydroxy-4,4,4-trifluoro-1-butenyl)phenyl)-5-decyloxypyrimidine | HCID 54106197 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (+)-2-(4-(3-Butyryloxy-4,4,4-trifluoro-1-butenyl)phenyl)-5-decyloxypyrimidine | HCID 54507690 | 93.1% |
Reaction Steps
1.0 g of (-)-2-(4-(3-hydroxy-4,4,4-trifluoro-1-butenyl)phenyl)-5-decyloxypyrimidine was dissolved in 20 ml of pyridine. The solution was added with 0.5 g of butyryl chloride and stirred at 25°-30° C. for 4 hours. The reaction mixture was diluted with 100 ml of toluene and washed with 4N hydrochloric acid, water, a 5% sodium bicarbonate solution and water successively in that order, and then the toluene layer was concentrated under reduced pressure. The residue was purified by subjecting it to silica gel column chromatography using toluene/ethyl acetate as eluent to obtain 1.08 g of (+)-2-(4-(3-butyryloxy-4,4,4-trifluoro-1-butenyl)phenyl)-5-decyloxypyrimidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05539115 |
| Source dataset | uspto-grants-1996_07 |
| ORD ID | ord-da245b39780a4d72a7ea4b89e6fe94bb |
| Source note | uspto-grants-1996_07 |